Tuscany Culinary Vacation

Tuscany Culinary Vacation

Experience the food, wine and gorgeous scenery of Tuscany, Italy on this week-long, small-group vacation in Chianti, the heart of Tuscany. Open your appetite to the bold flavors of the region and its wine. Stay at a luxury Tuscan villa in Chianti, surrounded by rolling hills and vineyards. In addition to three full-meal Tuscan cooking classes, and four winery visits, you’ll spend the week enjoying the bounty of Tuscany’s food and wine at some of the region’s best restaurants and wine estates.  Along with all the great food, you’ll visit some of the most beautiful villages in all of Italy and the cities of San Gimignano and Siena. Take a breathtaking drive through the UNESCO World Heritage Val d’Orcia while stopping in Pienza, a cheese farm and Montalcino to taste its fabulous Brunello di Montalcino wine. Taste and learn all about the famous wines of Tuscany, like Chianti, Chianti Classico, Super Tuscans, Brunello di Montalcino and Vino Nobile di Montepulciano. This vacation provides it all and it is all-included in your vacation package price.



  • In addition to the vacation dates listed below, we can open new dates for this vacation, based upon availability, for groups of 4 people. Contact us now to see if your dates are available.

2019 Vacation Dates:

  • June 8 – 15, 2019
  • September 14 – 21, 2019 (Private Group Vacation – Hazel’s Group)

2020 Vacation Dates:

  • May 17 – 24, 2020

Vacation Price:

$3,990 per person (based on double occupancy)
Single Supplement Charge: $500 per person

Maximum Group Size: 12 people

MAKE THIS A PRIVATE GROUP VACATION: This vacation is also available for private-group bookings from 4 – 12 people throughout the year.


  • To secure your spot on the trip, a non-refundable deposit of $1,250 per person is required.
  • The remaining balance is due 90 days prior to vacation start date.
  • You can make payments by credit card, bank transfer, or check.



  • 8-days/7-nights accommodations at a luxury villa hotel in the Chianti region of Tuscany
  • All meals – breakfasts, lunches and dinners (Local wines included with all lunches and dinners)
  • Three full-meal hands on cooking classes
  • Four winery visits and tastings
  • Visits and guided walking tours of Siena, San Gimignano and Montalcino
  • Visits to Tuscan hill towns and villages Castellina in Chianti, Greve-in-Chianti, Monterriggioni, and Pienza
  • Drive through the UNESCO World Heritage Site Val d’Orcia
  • Guided visit to a cheese farm with tastings
  • Full-Time services, for the entire vacation, of your group leader, Chef Kathy
  • Private round-trip transfer from the Florence Airport at the beginning and end of your vacation, and all transportation for included activities during the week
  • Food Lover’s Odyssey apron and Tuscany recipe book
  • Alumni Reward: Receive $200 credit towards your next Food Lover’s Odyssey Vacation
  • Assistance with making your travel arrangements from the U.S. to Florence, Italy and any pre- and post-tour travel arrangements you’d like to make

**Airfare, transportation to Florence (if flying in from elsewhere in Italy/Europe), travel insurance and expenses of a personal nature (souvenirs and other personal items) are not included in the vacation package price.



“Awesome trip!!! Thank you Kathy for giving us so many amazing experiences, great food and wonderful company to share it with. Best trip ever!” – Michelle (Flower Mound, TX)

“It was absolutely amazing. We had the best guides, the best food, and the best experiences. There is no way I could have planned a trip like this on my own. Can’t wait for my next Food Lovers Odyssey to France in 2018.” – Aimee (Flower Mound, TX)

“What an amazingly fun trip! One of the best adventures I have experienced. Looking forward to traveling with Kathy again next year.” – Judy (Huntsville, AL)

“It was the best trip on so many levels….cooking, food, art, painting and friends. It doesn’t get any better than that!” – Melanie (Dallas, TX)




We’ll have three full-meal, hands-on Tuscan cooking classes with our favorite Italian mammas. In each class you’ll create typical Tuscan dishes. Receive a Food Lover’s Odyssey Tuscany Recipe book and recipes for all dishes you make during the week.

We’ll visit four wineries and learn about the various types of wines of the region: Chianti, Brunello di Montalcino, Vino Nobile, Super Tuscans and others.  The week includes guided visits to a Tuscan food market and a visit to a Pienza cheese maker to learn and taste the famous regional cheese.  You’ll have a local historical expert as your private guide for visits to Siena, San Gimignano and Montalcino.



  • Siena
  • San Gimignano
  • Montalcino
  • Pienza
  • Castellina in Chianti
  • Monterrigioni
  • Greve in Chianti
  • Val d’Orcia


Day 1: Arrival day – Arrive and Relax at your hotel in the Chianti Countryside – Wine reception and welcome dinner

We’ll have an afternoon pick up scheduled for those flying to Florence’s airport or we will meet you at Florence’s Santa Maria Novella train station at 3:00pm. From there we’ll drive to our countryside villa, stopping on the way at the Piazzale Michelangelo for a breathtaking view of the Florence skyline.

You’ll have the afternoon to get settled into your room at the villa and to explore the grounds or relax poolside. In the evening we’ll gather together for an orientation walk through our Tuscan village. Afterwards, at the hotel’s winery enjoy a welcome wine-tasting reception and then dinner.


Day 2: A Day of Chianti Wines and Hilltowns

Learn all about what makes Chianti wines so special. We’ll spend the day enjoying Chianti wines and its hill towns. Take a guided visit with tastings to two local wineries, one in Greve-in-Chianti and the other in the hilltop village of Montefioralle. At our first winery, we’ll have a lovely lunch paired with the winery’s wines. After lunch, visit the center of Greve for a little shopping break and learn about Tuscan salami from an artisan.

After your day in and around Greve-in-Chianti, arrive back at the hotel about 5:00pm, and relax or roam the village until dinner.  Dinner will be at a local trattoria.


Day 3: San Gimignano – Tuscan Cooking Class

Spend the morning and part of the afternoon visiting the picturesque hilltop town of San Gimignano, known as the “Manhattan” of Tuscany for its towers. You’ll start with a short walk around the city with our local guide. After our walk, you’ll have free time to explore and shop in San Gimignano. We will have a light lunch together before heading back to our hotel.

Ready, set, cook! This evening, it’s time to get cooking. Your first Tuscan Cooking Class will include traditional dishes and a dessert from the region. Dinner will be what we cook.


Day 4: Siena and its Wednesday Market – Dinner in the walled village of Monteriggioni

After breakfast we’ll enjoy a full-day exploring Siena, a beautiful, medieval city. Our local historical guide will join us and provide an expert insider’s view of the market, the Gothic architecture, the famous Piazza del Campo, the history of the contrade and Siena’s Palio, and, its culinary traditions.

You will get an introduction to the market before having a little time on your own to shop. After the market, take a memorable walking tour filled with fascinating information about Siena. We will stop for a light lunch near Piazza del Campo. After lunch we will finish our walking tour with a visit to the Duomo. You’ll have the rest of the afternoon free to explore Siena on your own.

In the early evening, we’ll take a short ride to the ancient walled village of Monteriggioni. You’ll have time to explore the village on your own, and possibly walk along part of the wall, before our Tuscan dinner together.


Day 5: Cooking in Chianti – Evening in Castellina in Chianti

We’ll cook a huge meal together with two of our favorite Italian mammas and then sit down together and enjoy it al fresco with rolling vineyards as our view. After lunch, you’ll have the rest of the afternoon free to enjoy a spa treatment at the hotel, the pool or to wander and shop our hilltown home during the afternoon.

Dinner will be in Castellina in Chianti, near our hotel.

Day 6: Val D’Orcia – Pienza and an artisan cheese farm – Winery visit with Brunello di Montalcino wine tasting – Pizza Dinner

After breakfast, we will visit the  “ideal Renaissance city” of Pienza (designed by Pope Pius II). Pienza is also popular for its pecorino cheese. Just outside of Pienza, we’ll visit an cheese farm and learn the history of Tuscany Pecorino cheese and have a tasting of the farm’s cheese.

After our cheese tasting, we will take a drive along the UNESCO World Heritage Site, the Val d’Orcia. This valley, appears in most of the classic Tuscan photographs that inspire Tuscan vacation dreams. We’ll take a few photo op stops on our way to Montalcino. In Montalcino we will visit its castle and historic center along with a prestigious winery to taste the famous Brunello di Montalcino.  In the evening, after our return from Montalcino, we’ll enjoy a pizza dinner together.


Day 7: Tuscan Cooking Class – Afternoon in Siena – Farewell Dinner

This morning we’ll have our final cooking class together with a local Italian mamma.  After lunch you’ll have the afternoon free in Siena to enjoy this medieval city and do any last-minute shopping or museum visits. In the evening we’ll have a fun and wine-filled farewell dinner at our hotel.

Day 8 Arriverderci Tuscany
After breakfast, transportation will take you to the Florence airport or train station. We will leave at 8:30am.

**Sequence of classes, activities and excursions may vary. The final itinerary will be given to each guest on the first day of the vacation. Whenever there are local festivals or events happening during a tour, we will try to include them with adjustments to the itinerary to enhance your vacation experience.


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